Boyoung Y. Park

Heteroaromatic secondary alcohols react with isoprene to form products of hydrohydroxyalkylation in the presence of ruthenium(0) catalysts generated from Ru3(CO)12 and tricyclohexylphosphine, enabling direct conversion of secondary to tertiary alcohols in the absence of premetalated reagents or stoichiometric byproducts. The putative oxaruthenacycle intermediate has been isolated and characterized, and reversible metallacycle formation has been demonstrated.

Here, we review liquid organic hydrogen carriers (LOHCs) as a potential solution to the global warming problem due to the increased use of fossil fuels. Recently, hydrogen molecules have attracted attention as a sustainable energy carrier from renewable energy-rich regions to energy-deficient regions. The LOHC system is one a particularly promising hydrogen storage system in the “hydrogen economy”, and efficient hydrogen mass production that generates only benign byproducts can be applied in the

We report a visible light-mediated flow process for C-N cross-coupling of (hetero)aryl halides with a variety of amine coupling partners through the use of a photoredox/nickel dual catalyst system. Compared to the method in batch, this flow process enables a broader substrate scope, including less-activated (hetero)aryl bromides and electron-deficient (hetero)aryl chlorides, and significantly reduced reaction times (10 to 100 min). Furthermore, scale up of the reaction, demonstrated through the

The cationic ruthenium catalyst generated upon the acid-base reaction of H2Ru(CO)(PPh3)3 and 2,4,6-(2-Pr)3PhSO3H promotes the redox-triggered C-C coupling of 2-alkynes and primary alcohols to form (Z)-homoallylic alcohols with good to complete control of olefin geometry. Deuterium labeling studies, which reveal roughly equal isotopic compositions at the allylic and distal vinylic positions, along with other data, corroborate a catalytic mechanism involving ruthenium(0)-mediated allene-aldehyde o

Osmium(0) complexes derived from Os3(CO)12 and XPhos (2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl) catalyze the C-C coupling of α-hydroxy esters 1a-1i, α-ketols 1j-1o, or 1,2-diols dihydro-1j-1o with ethylene 2a to form ethylated tertiary alcohols 3a-3o. As illustrated in couplings of 1-octene 2b with vicinally dioxygenated reactants 1a, 1b, 1i, 1j, 1k, 1m, higher α-olefins are converted to adducts 4a, 4b, 4i, 4j, 4k, 4m with complete levels of branched regioselectivity. Oxidation leve

A strategy for catalytic vinyl transfer from enol carboxylates to activated secondary alcohol C-H bonds is described. Using XPhos-modified ruthenium(0) or osmium(0) complexes, enol carboxylate-carbonyl oxidative coupling forms transient β-acyloxy-oxametallacycles, which eliminate carboxylate to deliver allylic ruthenium(II) or osmium(II) alkoxides. Reduction of the metal(II) salt via hydrogen transfer from the secondary alcohol reactant releases the product of carbinol C-H vinylation and regener

This study presents a controllable one-pot synthesis for constructing valuable scaffolds (alcohols, 2,3-dihydrofurans, α-cyano-γ-butyrolactones, and γ-butyrolactones) via a visible-light photoredox-catalyzed Giese reaction and further transformation. This one-pot reaction can selectively synthesize the desired scaffold in excellent yields with good functional group tolerance. To further highlight the broad applicability of this controllable one-pot reaction, we have established flow reaction con

Abstract 2‐Aryl‐2,3‐dihydroquinolin‐4(1 H )‐ones have recently been identified as important structures with potent biological activities such as antitumor and antidiabetic effect. Herein, a total of 25 novel N ‐Tf 2‐aryl‐2,3‐dihydroquinolin‐4(1 H )‐ones were expediently synthesized via the oxidative aza‐Michael cyclization of N ‐Tf‐2′‐aminodihydrochalcones by ligand‐free palladium(II) catalysis. This study presents a new synthetic approach to yield N ‐Tf 2‐aryl‐2,3‐dihydroquinolin‐4(1 H )‐ones,

Abstract Herein, we review dual photoredox/transition‐metal catalysis for C−C/C−N cross‐couplings and C−H activation in continuous‐flow processes. Compared to conventional transition‐metal catalysis for these reactions, visible‐light‐mediated synergistic catalysis enables the use of relatively mild and environmentally friendly reaction conditions by decreasing the activation energy and using a renewable energy source. However, photochemical transformations in batch processing have limitations su

The photocatalyzed reaction enables a sustainable one-pot synthesis of sulfides and sulfoxides using green solvents and oxygen, achieving good yields and high functional group tolerance. A flow system enhances scalability and reproducibility.

We report a simple and environmentally friendly method for synthesizing N-containing heterocycles via a visible-light-mediated aerobic dehydrogenation reaction. Using a nontoxic, stable, and inexpensive titanium dioxide catalyst, a variety of substituted quinoline, indole, quinoxaline, and 3,4-dihydroisoquinoline derivatives could be synthesized using the green oxidant molecular oxygen. Improved reactivity and scalability of this reaction were demonstrated by adapting the photochemical multiphas

An efficient, tandem one-pot approach to synthesize multisubstituted 2-acylpyrroles from readily prepared <i>N</i>-tosyl triazoles and 2-hydroxymethylallyl carbonates is reported. The reaction proceeds via Rh(II)-catalyzed O-H insertion, [3,3]-sigmatropic rearrangement, Pd(0)-catalyzed oxidative addition, intramolecular cyclization, DBU-promoted E1cB elimination, double bond isomerization, and aromatization, enabling the disconnection and formation of multiple bonds in one reactor. The approach

Abstract This review explores photo‐induced multiphasic reactions in flow processes developed in the last decade, with a focus on sustainable and green synthetic methodologies in pharmaceuticals and fine chemistry. It highlights the use of light‐mediated photochemistry and multiphasic reactions for eco‐friendly synthesis. The integration of these processes in flow systems demonstrates potential for enhanced synergistic effects, and the review discusses examples of two‐phase and three‐phase react